117910-76-6Relevant articles and documents
Oxidation of α,β-enones and alkenes with oxone and sodium halides: A convenient laboratory preparation of chlorine and bromine
Dieter, R. Karl,Nice, Lois E.,Velu, Sadanandan E.
, p. 2377 - 2380 (1996)
Mixtures of oxone and sodium chloride or sodium bromide afford solutions of chlorine or bromine, respectively. These solutions effectively add chlorine and bromine to α,β-enones and alkenes. The method affords improved yields of 3-alkyl-2-halo-2-cycloalkenones which are sometimes difficult to prepare.
Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)
Ranu, Brindaban C.,Adak, Laksmikanta,Banerjee, Subhash
, p. 358 - 362 (2008/02/13)
An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.
NOVEL TRANSFORMATIONS WITH BORONTRIFLUORIDE ETHERATE/IODIDE ION : FACILE CONVERSION OF 2-KETOOXIRANES AND 2-BROMO-2-ENONES TO THE α,β-UNSATURATED CARBONYL COMPOUNDS.
Mandal, Arun K.,Mahajan, S. W.
, p. 2293 - 2300 (2007/10/02)
Borontrifluoride etherate/iodide ion rapidly deoxygenates α-ketooxiranes, 3, to the corresponding α,β-unsaturated carbonyl compounds, 4, in near quantitative yields.In contrast, the reaction of 3 with borontrifluoride etherate/bromide ion, 2, yielded the corresponding 2-bromo-2-enone derivatives, 5, in excellent yields.The reagent 1, also dehalogenates a variety of 2-bromo-2-enones, 5, to the corresponding 2-en-1-one derivatives, 4, in high yields.